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Family-friendly holiday rentals in Woodridge

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodridge

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 241 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Guest favourite
Cabin in Wurtsboro
4.95 out of 5 average rating, 397 reviews

The Water House - Spring Spa on a Cascading Brook

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and gas fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Superhost
Home in Woodridge
4.86 out of 5 average rating, 110 reviews

Family Fun w Hot tub/Pool/Sauna near Ski Holidaymt

This Lake House getaway sits on a serene 7 acres of private land. Perfectly positioned for adventures in Sullivan County,Ny and beyond, it is an oasis of tranquility for couples, families, and friends alike. This home is a spacious six bedroom with 10 beds an extra sleeping amenities if needed.Seasonal pool, 2 Canoes, Kayak, and indoor Sauna,Pool table , and a 6 person hot tub , hikes, great restaurants, farm stands, and fresh mountain air await. Close to holiday mt skiing & catskill casino

Guest favourite
Cabin in Ferndale
4.93 out of 5 average rating, 267 reviews

Cozy Lakefront Catskills Cabin—2hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

Guest favourite
Cabin in Mongaup Valley
4.91 out of 5 average rating, 368 reviews

Cozy Barn Cabin near Ski Mountain & Bethel Woods

1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

Guest favourite
Chalet in Napanoch
4.95 out of 5 average rating, 248 reviews

Catskills Aframe, Water View, Goat Sanctuary

This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house is cozy with rustic charm and is the perfect getaway nature-lovers. Outdoor enthusiasts will love the many hiking trails and waterfalls just a short drive away. A sanctuary for goats, animal lovers can visit with over 30 rescues during their stay. Art materials and yoga mats are provided to round out a perfect escape for you to unwind, rest, relax and heal.

Top guest favourite
A cozy farmhouse cottage is surrounded by a blanket of snow, with a charming porch and large windows reflecting the winter sunlight. The teal exterior is complemented by a red shed in the background, creating a tranquil rural scene.
Cottage in Grahamsville
5 out of 5 average rating, 102 reviews

“Green Meadow Cottage”, updated 1850’s farmhouse.

Relax with friends or family in this cozy updated 19th century farmhouse cottage set on 5 acres surrounded by pasture and forest. This is truly a rural setting to enjoy the serenity of nature. Centrally located, a leisurely country drive will take you to quaint towns, spectacular hiking, fine dining and more. Visit our many breweries and distilleries or just take a drive and explore. Bring your bikes and ride the gently rolling wooded roads… or not. It’s your vacation.

Top guest favourite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 401 reviews

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Guest favourite
The interior of the tiny house features warm wooden walls and ceilings, complemented by a cozy kitchen area. A dining table with two chairs sits beside a large window, allowing natural light to fill the space. A staircase leads to a lofted sleeping area.
Tiny home in Woodridge
4.93 out of 5 average rating, 235 reviews

Outlier Inn Tiny House 1 on Farm Upstate Catskills

Tiny House 1 is a year-round rustic cabin made from locally hewn rough cut lumber. It has a sleeping loft with a queen size bed and a single day bed, accommodating up to 3 guests. There is a full kitchen and bathroom as well as a deck with an outdoor dining table. There is central heat for the winter, window A/C units for the summer and a smart TV. Tiny House 1 guests can also enjoy a private picnic table, firepit and charcoal grill.

Top guest favourite
The cabin is positioned in a wooded area, featuring a dark exterior and a sloped roof. A spacious patio area is visible, equipped with seating and a fire pit. A hot tub is placed nearby, illuminated by soft lighting along the pathways.
Cabin in Ellenville
4.99 out of 5 average rating, 193 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

Top guest favourite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 287 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

Top guest favourite
A charming cabin exterior features a bright red façade surrounded by lush greenery. A welcoming front porch with two wooden chairs overlooks the landscaped yard, while a stone pathway leads to the entrance. Large windows allow natural light into the space.
Cabin in Woodridge
5 out of 5 average rating, 123 reviews

Escape to a 3-Bedroom Cabin in Lower Catskills

Welcome to the Bear Lodge! Located in the Lower Catskills, the cabin is a short 90 minutes from NYC, and is centrally located to all kinds of outdoor activities. There are easy walking trails through the woods within walking distance, as well as Rails-to-Trails paths, the Neversink River, and dozens of lakes nearby.

Popular amenities for Woodridge family-friendly rentals